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CS-W001157 4
Total: USD 88.00

3-Methoxy-4-(trifluoromethyl)aniline

  • CAS No. 106877-20-7

  • Cat. No. CS-W021951
  • Purity≥96%
  • MDL No.MFCD11840978

*For research and further manufacturing use only, not for direct human use.

3-Methoxy-4-(trifluoromethyl)aniline|CS-W021951

Structure of 106877-20-7

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General Information

  • CAS No. 106877-20-7
  • Cat. No. CS-W021951
  • Purity ≥96%
  • MDL No. MFCD11840978
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈F₃NO
  • Molecular Weight 191.15
  • Synonym(s) 3-Methoxy-4-(trifluoromethyl)phenylamine
  • SMILES COC1=C(C=CC(N)=C1)C(F)(F)F

Description

3-Methoxy-4-(trifluoromethyl)aniline features a trifluoromethyl group that imparts strong electron-withdrawing character, while the methoxy substituent contributes resonance donation. This electronic duality enhances its utility in constructing advanced intermediates for pharmaceuticals and functional materials. The molecule exhibits robust stability under standard handling conditions and integrates readily into coupling reactions.

Application

3-Methoxy-4-(trifluoromethyl)aniline serves as a versatile building block in medicinal chemistry, enabling direct incorporation of electron-rich aromatic and strongly electron-withdrawing functionalities. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the methoxy substituent offers predictable regiochemistry in electrophilic substitution. The aniline moiety facilitates coupling reactions (e.g., Suzuki, Buchwald–Hartwig), and the compound exhibits good bench stability and ease of purification—ideal for constructing complex heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Talamas, Francisco X.; Abbot, Sarah C.; Anand, Shalini; Brameld, Ken A.; Carter, David S.; Chen, Jun; Davis, Dana; De Vicente, Javier; Fung, Amy D.; Gong, Leyi; Harris, Seth F.; Inbar, Petra; Labadie, Sharada S.; Lee, Eun K.; Lemoine, Remy; Le Pogam, Sophie; Leveque, Vincent; Li, Jim; McIntosh, Joel; Najera, Isabel; Park, Jaehyeon; Railkar, Aruna; Rajyaguru, Sonal; Sangi, Michael; Schoenfeld, Ryan C.; Staben, Leanna R.; Tan, Yunchou; Taygerly, Joshua P.; Villasenor, Armando G.; Weller, Paul E. Journal of Medicinal Chemistry, 2014 , vol. 57, # 5 p. 1914 - 1931
  • Route2
    • null|null
      75-63-8
    • null|null
      536-90-3
    • ~23%
    • In-stock
      5-Methoxy-2-(trifluoromethyl)aniline|CS-0370467
      654-83-1
    • In-stock
      3-Methoxy-4-(trifluoromethyl)aniline|CS-W021951
      106877-20-7
    • 3-Methoxy-2-(trifluoromethyl)aniline|CS-0261789
      53982-03-9
    • null|null
      106877-19-4

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 8 p. 2293 - 2299
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 57, # 5 p. 1914 - 1931

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   35.25
  • LogP   2.2962
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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